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Table 2 Synthesis of THDPP’s (5a–m) in water in room temperature
figure c

From: Catalyst-free synthesis of tetrahydrodipyrazolopyridines via an one-pot tandem and green pseudo-six-component reaction in water

Entry

R

Product

Time

(min)

Yield

(%)b

M.P

(°C)

Lit. M.P. (C) [Reference]

1

4-Cl

5a

45

98

244–246

254–256 [19]

2

4-NO2

5b

60

96

274–276

278–283 [19]

3

3-NO2

5c

50

98

268–270

282–284 [20]

4

4-OH

5d

80

96

266–268

267–268 [21]

5

4-Br

5e

75

96

222–224

221–224 [19]

6

2-Cl

5f

105

94

162–164

164–165 [22]

7

4-N(CH3)2

5g

90

85

238–239

240–242 [19]

8

4-Me

5h

180

95

240–242

241–243 [20]

9

4-F

5i

75

97

255–257

258–260 [18]

10

4-OCH3

5j

90

98

187–189

188–190 [20]

11

3-OMe-4-OH

5k

90

98

256–258

256–258 [20]

12

3,4-(OH)2

5l

90

83

208–210

208–210 [20]

13

4-CHO

5 m

120

91

 > 300°

 > 300° [23]

  1. Reaction conditions: hydrazine hydrate (2 mmol), ethyl acetoacetate (2 mmol), 4-chloro benzaldehyde (1 mmol) and ammonium acetate (4 mmol), water (3 mL) at room temperature